You decided that dressing up for an occasion is difficult exactly why? Playing a role for an audience (and/or yourself) is only as difficult as we decide it is.

I can tell you the reason I haven't done any cosplay. I'm a perfectionist and I don't feel I could do justice to it. Donning the costume of a well-known and well-loved or -hated character and walking into a room full of fanatics feels like inviting criticism.